Skip to main content
Natural Products and Bioprospecting logoLink to Natural Products and Bioprospecting
. 2012 Jun 11;2(4):145–149. doi: 10.1007/s13659-012-0040-1

Five new mexicanolide type limonoids from Heynea trijuga

Wei Yang 1,2, Ling-Mei Kong 1,2, Shi-Fei Li 1,2, Yan Li 1, Yu Zhang 1,, Hong-Ping He 1,, Xiao-Jiang Hao 1
PMCID: PMC4131624

Abstract

Five new mexicanolide-type limonoids, heytrijunolides A–E (1–5) were isolated from the branches and leaves of Heynea trijuga. The structures of these new compounds were elucidated on the basis of extensive spectroscopic analysis. Compound 3 showed weak cytotoxicity against HL-60, SMMC-7721 and A-549 human tumor cell lines with the IC50 values of 21.88, 20.66 and 12.70 µM, respectively. graphic file with name 13659_2012_40_Article_Fig1_HTML.jpg

Electronic Supplementary Material

Supplementary material is available for this article at 10.1007/s13659-012-0040-1 and is accessible for authorized users.

Keywords: Heynea trijuga, Meliaceae, limonoids, mexicanolide-type, heytrijunolide

Electronic supplementary material

13659_2012_40_MOESM1_ESM.pdf (4MB, pdf)

Supplementary material, approximately 3.98 MB.

Footnotes

This article is published with open access at Springerlink.com

Contributor Information

Yu Zhang, Email: zhangyu@mail.kib.ac.cn.

Hong-Ping He, Email: hehongping@mail.kib.ac.cn.

References

  • [1].da Silva M. F., Das G. F., Gottlieb O. R., Dreyer D. L. Biochem. Syst. Ecol. 1984;12:299–310. doi: 10.1016/0305-1978(84)90053-X. [DOI] [Google Scholar]
  • [2] (a).Fang X., Di Y. T., Hao X. J. Curr. Org. Chem. 2011;15:1363–1391. doi: 10.2174/138527211795378254. [DOI] [Google Scholar]
  • [2] (b).Tan Q. G., Luo X. D. Chem. Rev. 2011;111:7437–7522. doi: 10.1021/cr9004023. [DOI] [PubMed] [Google Scholar]
  • [2] (c).Cai J. Y., Zhang Y., Luo S. H., Chen D. Z., Tang G. H., Yuan C. M., Di Y. T., Li S. H., Hao X. J., He H. P. Org. Lett. 2012;14:2524–2527. doi: 10.1021/ol3008149. [DOI] [PubMed] [Google Scholar]
  • [2] (d).Han M. L., Zhang H., Yang S. P., Yue J. M. Org. Lett. 2012;14:486–489. doi: 10.1021/ol203082c. [DOI] [PubMed] [Google Scholar]
  • [2] (e).Yin S., Wang X. N., Fan C. Q., Liao S. G., Yue J. M. Org. Lett. 2007;9:2353–2356. doi: 10.1021/ol070735+. [DOI] [PubMed] [Google Scholar]
  • [2] (f).Ge Y. H., Zhang J. X., Mu S. Z., Chen Y., Yang F. M., Lu Y., Hao X. J. Tetrahedron. 2012;68:566–572. doi: 10.1016/j.tet.2011.11.003. [DOI] [Google Scholar]
  • [2] (g).Fowles R., Mootoo B., Ramsewak R., Khan A., Ramsubhag A., Reynolds W., Nair M. Pest Manage. Sci. 2010;66:1298–1303. doi: 10.1002/ps.2013. [DOI] [PubMed] [Google Scholar]
  • [3].Peng H., David J. M. Flora of China. 2008;11:120–121. [Google Scholar]
  • [4].Zhang Q., Di Y. T., He H. P., Fang X., Chen D. L., Yan X. H., Zhu F., Yang T. Q., Liu L. L., Hao X. J. J. Nat. Prod. 2011;74:152–157. doi: 10.1021/np100428u. [DOI] [PubMed] [Google Scholar]
  • [5].Fang, X.; Di, Y. T.; Geng, Z. L.; Tan, C. J.; Guo, J.; Ning, J.; Hao, X. J. Eur. J. Org. Chem.2010, 1381–1387.
  • [6].Geng Z. L., Fang X., Di Y. T., Zhang Q., Zeng Y., Shen Y. M., Hao X. J. Tetrahedron Lett. 2009;50:2132–2134. doi: 10.1016/j.tetlet.2009.02.147. [DOI] [Google Scholar]
  • [7].Wang X. N., Fan C. Q., Yin S., Gan L. S., Yue J. M. Phytochemistry. 2008;69:1319–1327. doi: 10.1016/j.phytochem.2008.01.018. [DOI] [PubMed] [Google Scholar]
  • [8].Zhang H. P., Wu S. H., Shen Y. M., Ma Y. B., Wu D. G., Qi S. H., Luo X. D. Can. J. Chem. 2003;81:253–257. doi: 10.1139/v03-025. [DOI] [Google Scholar]
  • [9].Inada A., Konishi M., Murata H., Nakanishi T. J. Nat. Prod. 1994;57:1446–1449. doi: 10.1021/np50112a016. [DOI] [Google Scholar]
  • [10].Mathuram V., Kundu A. B. Indian J. Chem. 1990;29B:970. [Google Scholar]
  • [11].Purushothaman K. K., Venkatanarasimhan M., Sarada A., Connolly J. D., Rycroft D. S. Can. J. Chem. 1987;65:35–37. doi: 10.1139/v87-008. [DOI] [Google Scholar]
  • [12].Geng Z. L., Fang X., Di Y. T., Zhang Q., Shen Y. M., Hao X. J. Z. Naturforsch. 2010;65b:1–3. [Google Scholar]
  • [13].Fang X., Di Y. T., Li C. S., Geng Z. L., Zhang Z., Zhang Y., Lu Y., Zheng Q. T., Yang S. Y., Hao X. J. J. Nat. Prod. 2009;72:714–718. doi: 10.1021/np800656r. [DOI] [PubMed] [Google Scholar]
  • [14].Ning J., Di Y. T., Fang X., He H. P., Wang Y. Y., Li Y., Li S. L., Hao X. J. J. Nat. Prod. 2010;73:1327–1331. doi: 10.1021/np900852d. [DOI] [PubMed] [Google Scholar]
  • [15].Mootoo B. S., Ali A., Motilal R., Pingal R., Ramlal A., Khan A., Reynolds W. F., McLean S. J. Nat. Prod. 1999;62:1514–1517. doi: 10.1021/np990199x. [DOI] [PubMed] [Google Scholar]
  • [16].Coombes P. H., Mulholland D. A., Randrianarivelojosia M. Phytochemistry. 2005;66:1100–1107. doi: 10.1016/j.phytochem.2005.03.002. [DOI] [PubMed] [Google Scholar]
  • [17].Liu W. X., Tang G. H., He H. P., Zhang Y., Li S. L., Hao X. J. Nat. Prod. Bioprospect. 2012;2:29–34. doi: 10.1007/s13659-011-0030-8. [DOI] [Google Scholar]
  • [18].Zhu F., Di Y. T., Li X. Y., Liu L. L., Zhang Q., Li Y., Hao X. J., He H. P. Planta Med. 2011;77:1536–1541. doi: 10.1055/s-0030-1270797. [DOI] [PubMed] [Google Scholar]

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

13659_2012_40_MOESM1_ESM.pdf (4MB, pdf)

Supplementary material, approximately 3.98 MB.


Articles from Natural Products and Bioprospecting are provided here courtesy of Springer

RESOURCES